Category: gonewildstories

[M]y late best friend wrote my sexual bucket list and I finished it

This is the lurid tale of how I’m possibly one of the luckiest men alive. I know what you’re thinking, every dude that’s gotten laid in the history of mankind has some story about how he had the most mind blowing sex of his life once. And while that definitely applies to this story, this isn’t just a juicy hook up tale. I’m talking about one of those one in a billion, lightning striking the same hair on a gnat’s ass twice kind of tales.

But first I need to give you guys a little history and context. I’m sorry its long, but I promise I’ll get to the juicy stuff as fast as I can. If you’re a horny little fuck like me you can scroll down to the good bits.

My best friend growing up, Sam, and I were always very close and open about our sexual experiences. Our brotherly bond and competitive nature made for a constant game of one-up. He had sex with his girl in his car? I’d do it in the highschool parking lot. I did it at night? He’d do it on lunch break. This game went on for years leading to many an orgies, some shared FWB situations, and many more tales of toe curling. The point is we egged each other on to explore and get outside our comfort zones, and it’s one of the things I miss dearly about him Read more »

I’ve been trading sex favors for Real Estate Flips [FM]

My boyfriend and I run this real estate business. Basically we flip houses – if you ever seen any home renovation/flip TV show, then you have a pretty good idea on what we do. My boyfriend is the numbers/planning guy, and I’m the designer/agent. We typically hire contractors and tradesmen to help with the construction aspect of the flips.

At first, we had no idea what we were doing. It all just seemed so easy on TV. But once you get into a project, and the cost keep on rising, and you’re maxing out your credit cards, yeah, that sucks. On one of the first projects, we were all in. Like we needed to finish the house and sell it fast just to dig ourselves out. And of course, an unexpected cost surprise came up.

Steve was our contractor on that job, and he’s asking for money that we didn’t have. My boyfriend casually suggested that maybe I flirt with him. My boyfriend and I have a very liberal/sexual relationship, so this didn’t really bother us. So when Steve was trying to explain the surprise, I was heavily flirting with him. Wore a low cut tank top, and was practically throwing myself at him. Steve eventually got the hint and offered to ‘help’. But only if I blew him right then and there. Read more »

[M][F] Benefits of a cookout

I moved for a job to another part of the country. Fortunately, it was a city near where my aunt lived, who connected with me with people in area and helped me get organized. After a few weeks in the city she invited me out to a cookout in the suburbs. Honestly, I did not want to go.

My cousins had moved away and it was going to be just her friends. On a hot day in the summer, I would have preferred being the city. It was only to pay her back for being nice to me that I went. I had to get picked up from the train station so I came out early.

It was worse than I thought. My aunt’s friends were all retired, I was they youngest by 20 years, and I had to grill all the food. Fortunately, when grilling I could avoid the conversation and then watch the game. When I got stuck in an awful conversation, I just excused myself to go to the bathroom. On the 3rd time doing this, I saw my aunt’s newest friend arrive. She was late. Read more »

First time I[M21] ever ‘facefucked’ someone[F20] [MF]

As I mentioned in my previous story, I was a bit of a slow burner when it came to getting more typically ‘slutty’ sexual experiences. For me real life really wasn’t like porn, not only was I inexperienced, the women I got with were inexperienced/on the shy side too. At this point in my life I had been having sex for a few years now and I had never fucked without a condom (even though I previously had a girlfriend) or even . Looking back now, I see it was actually good for my sexual development since I appreciate it now so much more when someone does open up and lets me into their more adventurous/slutty side.

This story was a while after my first relationship and when I was starting to become a bit more of a man-whore.

I was at university and for the past few months I had been getting quite friendly with this girl in one of my courses. . Let me tell you in our class she was actually a relative bombshell. Nice body, confident but really cute at the same time and spoke incredibly well.. In our lecture of about 60 people (90% guys), the other guys gave her a lot of attention. Realistically, we only really became friends because we got paired up in our first lab session and we hit it off because we were both into anime and we were from the same city so we could relate to each other quite well. Read more »

I have hooked up with my co-worker after a company event [MF]

Before covid hits the world, I had some sort of a “hoe phase (not sure if you say the same word for males)” after my long-term relationship ended.

I have always enjoyed my work and my company. But within the company, I wasn’t the one who talks to the different people. I am more like an introvert which that’s affecting my network throughout the company. There are around 200 people in the company, but I was only acquainted with the people working on my floor. I was completely unaware of the people who work on the other floors. I was only seeing them on the underground. One day, my company decided to have an event in a bar. Basically, they just rented the whole place for a celebration. Our boss was coming from Amsterdam and there was a new manager for our own branch.

They said, free and unlimited drinks all night. I wasn’t really keen on going to the party, I even went to the office in my comfiest clothes because I didn’t want to go. However, my friends convinced me at work that I should go. There was a girl who I was a really good friend who told me, “Go and get changed. Don’t ever come to a party like this. No girl would ever come near you, wear something classy.” She is one of my best friends, so she allowed me to say stuff like that, in the end, she wants my well-being. Read more »

Experimenting during a foursome with my wife and our friends [Group]

I figured I’d be done for a while after cumming in my wife while spitroasting her, especially after having earlier orgasmed with Angela. I slowly pulled myself out of her, and Angela immediately pounced. Before I even knew what was happening, she had her lips around my cock and she was moaning and sucking me. It was sensory overload for me. I’d never had my dick sucked so quickly after cumming, and I was sensitive. I shuddered and almost pulled away from her but couldn’t because she had taken me so deep.

I’d never stayed hard after orgasming before, but it was pretty easy to when someone is deepthroating you immediately after. Angie took me all the way into her mouth so that her nose was pressed up against my pelvis. She looked up at me with the sexiest and neediest look I’ve ever seen, grabbed my hand and put it on the back of her head. Any chance there was of losing my erection was gone as I had ahold of her head and was pumping and thrusting, fucking her mouth. Read more »

I (18f] took a guy’s virginity and had my first [FFM] threesome — and it was a really great experience!

**The girl, Annie, in this story is the same as from from my previous stories. You can read my previous story involving her about my first time with another girl [here](https://www.reddit.com/r/gonewildstories/comments/uhljib/my_18f_nsfw_journal_story_3_my_first_experience/).**

*Sorry for any errors. I haven’t looked over this at all and edited it.* **This is a long post** *Enjoy!*

I matched with a guy, Max, on Tinder earlier this week and talked with him for a while. Eventually, he told me that he is a virgin and has only ever kissed a girl a few times. I was very, very interested because taking a guys virginity has been on my “sexual bucket list” so I was really excited for that opportunity.

I was talking to my friend Annie and told her about the guy. She half jokingly said that we should have a threesome with him. A threesome is also something I’ve been wanting to do. That suggestion very quickly went from a joke to something the both of us were seriously considering. She told me to ask Max if that was something he would be down for… so I asked him. Read more »

How I got my daddy kink [F]

This was back when I was 19 (I’m 22 now). Me and this dude dated for a few months during my break between highschool and college. He was sexually adventurous and I’m addicted to cock so we were an ok match lol, but neither of us really felt like staying committed so we eventually broke up.

Before we broke up I’d met both both his parents, they were never married and had my EX when they were still in highschool. His mom ended up getting married to a different dude, but his dad stayed single.

The first time I really thought about what it would be like to fuck my ex’s dad is when he started complaining about him dating younger women. His dad wasn’t a supermodel by any means but he was in good shape for a guy in his late 30’s and I a kink for older guys. I never tried to start anything with him because I was dating his son, but I felt like I’d seen him check me out a couple times. Read more »

My PT stretched my leg so deep we ended up fucking [f]23

Ok I’m back for some more tales of some of my past hook ups. A couple of years ago I had a personal trainer who I’d have session with 2-3 times a week. I’m not ashamed to admit that I picked him out of the list because he was the hottest from the list. I never really gave no indication that I would fantasies about him after every session. I was trying to keep our relationship strictly professional… oh how naive I was.

Fast forward a couple of months, a lot of very tense moments of eye contact and increasingly wetter panties after each session and we had reached the end of another session. The studio was empty and he was helping me stretch out my hamstring. While he was poisoned on top of me, using his weight to push down my thigh a slightly tilted my hips. Noticing the momentary touch from my hip onto his legs he laughed and said “careful there, you wouldn’t want me to get the wrong idea”. I felt a rush, I could feel myself getting a little flushed and with a cheeky smile I replied “or the right idea” Read more »

The Club Dare Part 1 [FFM]

This story unfortunately doesn’t specifically star me, but it gives you the context for why my friend gave me such a tricky challenge when she dared me to do my delivery challenge.

This was during the summer, after I’d broken up with my boyfriend, but before I had really explored much on Reddit. My feelings at the time were a bit mixed, sad that we’d broken up, but a bit optimistic for the future. My friend, Elena, was her usually sexy self, assuring me that I was much much better off and that I wouldn’t regret the choice at all. Everyone should have a friend like Elena, except that would probably get a lot of us in trouble pretty often. To give you a description, Elena’s a few years older than me, but she’s also incredibly wild and crazy. She’s got this natural tanned skin, long black hair, and an incredibly naughty, teasing smirk. Her boobs are smaller than mine (but still cute and sexy), but her ass is to die for! Big and firm, and her hips sway really well when she walks. Between the both of us, she’s the one that sexuality comes more naturally to. I’m not sure if it’s because of her experience, or it’s just an inherent Latina thing, but she’s gorgeous and knows how to move her hips so well. I get a lot of attention when we go out (not to brag) but Elena’s a much better flirt and guys just seem to get the idea that she’ll be up for anything. Plus, she’s usually a bit of an aggressor in these situations, so she winds up taking a guy home just about everytime we go out. I’ll put up a pic of her on my profile if there’s a lot of desire to see her! Read more »